A computer system may receive pharmacy information, where the pharmacy information specifies, for a potential prescription transaction for a prescription, a cost for an individual, an overhead associated with an entity when the potential prescription transaction is facilitated by the entity, and a residual amount. Then, the computer system may assess whether there is a prescription-transaction advantage when a second potential prescription transaction for the prescription is facilitated by the second entity. When there is the prescription-transaction advantage, the computer system may dynamically optimize or tailor a second cost for the individual and a second residual amount associated with the second potential prescription transaction. Next, when there is the prescription-transaction advantage, the computer system automatically and selectively performs the prescription transaction corresponding to the second potential prescription transaction with the second entity and using a second overhead associated with the second entity.